Chapter 16, Problem 86CP

Identify products A and B from the given 1H NMR data. a.Treatment of CH2=CHCOCH3 with one equivalent of HCl forms compound A. A exhibits the following absorptions in its 1H NMR spectrum: 2.2 (singlet, 3 H), 3.05 (triplet, 2 H), and 3.6 (triplet, 2 H) ppm. What is the structure of A? b.Treatment of acetone [(CH3)2C=O] with dilute aqueous base forms B. Compound B exhibits four singlets in its 1H NMR spectrum at 1.3 (6 H), 2.2 (3 H), 2.5 (2 H), and 3.8 (1 H) ppm. What is the structure of B?

Which reagents will give the transformation shown? LOH (1) Вн3: (2) Н2О2 a. (1) Hg(OAc)2: (2) NaBH4 ob. H2SO4 / H20 C. NBS, H20 d. Brg / H20 е.

Q7. Provide the reagents necessary to carry out the following transformation. A. B. C. D. PCC/CH₂C12 1. 2. 1. 2. NaOH/Br2 H3O+ Br₂/PBr3 H₂O 1. LiAlH4 2. H3O+ CH3 ??? OH